%0 Journal Article %1 ISI:000327531500012 %A Sabounchei, Seyyed Javad %A Shahriary, Parisa %A Gholiee, Yasin %A Salehzadeh, Sadegh %A Khavasi, Hamid Reza %A Chehregani, Abdolkarim %C PO BOX 564, 1001 LAUSANNE, SWITZERLAND %D 2014 %I ELSEVIER SCIENCE SA %J INORGANICA CHIMICA ACTA %K Cytotoxicity} DFT Pd(II) Unanticipated X-ray; complex; reduction; study; {Pt(II) %N B %P 265-275 %R 10.1016/j.ica.2013.09.051 %T Platinum and palladium complexes with 5-methyl-5-(2-pyridyl)-2,4-imidazolidenedione: Synthesis, crystal and molecular structure, theoretical study, and pharmacological investigation %V 409 %X The reaction of K-2PtCl4 and K-2PtCl6 with 5-methyl-5-(2-pyridyl)-2,4-imidazolidenedione (L) proceeded with the deprotonation of L forming Pt(II) and Pt(IV) complexes, KPtCl2(N,N-L) (1) and KPtCl4(N,N-L) (2), respectively. Within several weeks in DMSO/CH3OH solution of both complexes 1 and 2 the crystalline platinum(II) complex, PtCl(N, N-L)(DMSO) (3), was obtained, corresponded to a substitution reaction (on 1 and 2) and unanticipated reduction (on 2). The nature of the reducing agent is unknown. Single crystal X-ray diffraction analysis proved bidentate N-coordinated fashion and square planar arrangement for L and 3, respectively. The quantum chemical calculations supported the crystal packing findings in which intermolecular classical and non-classical hydrogen bonds was found. The reaction of L with K-2PdCl4 and PdCl2 gave the same complex of palladium(II) with 2:1 ligand-metal ratio, Pd(N,N-L)(2) (4). DFT studies showed the intramolecular hydrogen bonding has significant effect on the stabilization of trans isomer for this complex. Antibacterial studies against six bacterial strains showed main compounds L, 3, and 4 represent activity with low levels of inhibitory potency. In vitro cytotoxicity studies in MCF-7 and A-549 tumor cell lines on 3 were in accordance with the reported data, the substitution of one chlorido ligand with DMSO molecule highly inactivates in vitro antitumor activity. (C) 2013 Elsevier B.V. All rights reserved.

@article{ISI:000327531500012, abstract = {{The reaction of K-2{[}PtCl4] and K-2{[}PtCl6] with 5-methyl-5-(2-pyridyl)-2,4-imidazolidenedione (L) proceeded with the deprotonation of L forming Pt(II) and Pt(IV) complexes, K{[}PtCl2(N,N-L)] (1) and K{[}PtCl4(N,N-L)] (2), respectively. Within several weeks in DMSO/CH3OH solution of both complexes 1 and 2 the crystalline platinum(II) complex, PtCl(N, N-L)(DMSO) (3), was obtained, corresponded to a substitution reaction (on 1 and 2) and unanticipated reduction (on 2). The nature of the reducing agent is unknown. Single crystal X-ray diffraction analysis proved bidentate N-coordinated fashion and square planar arrangement for L and 3, respectively. The quantum chemical calculations supported the crystal packing findings in which intermolecular classical and non-classical hydrogen bonds was found. The reaction of L with K-2{[}PdCl4] and PdCl2 gave the same complex of palladium(II) with 2:1 ligand-metal ratio, Pd(N,N-L)(2) (4). DFT studies showed the intramolecular hydrogen bonding has significant effect on the stabilization of trans isomer for this complex. Antibacterial studies against six bacterial strains showed main compounds L, 3, and 4 represent activity with low levels of inhibitory potency. In vitro cytotoxicity studies in MCF-7 and A-549 tumor cell lines on 3 were in accordance with the reported data, the substitution of one chlorido ligand with DMSO molecule highly inactivates in vitro antitumor activity. (C) 2013 Elsevier B.V. All rights reserved.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{PO BOX 564, 1001 LAUSANNE, SWITZERLAND}}, affiliation = {{Sabounchei, SJ (Reprint Author), Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Sabounchei, Seyyed Javad; Shahriary, Parisa; Gholiee, Yasin; Salehzadeh, Sadegh, Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Khavasi, Hamid Reza, Shahid Beheshti Univ, Dept Chem, Fac Sci, GC, Tehran 1983963113, Iran. Chehregani, Abdolkarim, Bu Ali Sina Univ, Dept Biol, Fac Sci, Hamadan 65174, Iran.}}, author = {Sabounchei, Seyyed Javad and Shahriary, Parisa and Gholiee, Yasin and Salehzadeh, Sadegh and Khavasi, Hamid Reza and Chehregani, Abdolkarim}, author-email = {{jsabounchei@yahoo.co.uk}}, biburl = {https://www.bibsonomy.org/bibtex/27d45d867f44d379c913348e05b57eb64/hkhavasi}, cited-references = {{Akdi K, 2002, J INORG BIOCHEM, V90, P51, DOI 10.1016/S0162-0134(02)00370-7. Ameta RK, 2013, NEW J CHEM, V37, P1501, DOI 10.1039/c3nj41141a. Bakalova A, 2005, EUR J MED CHEM, V40, P590, DOI 10.1016/j.ejmech.2005.01.009. Bakalova A, 2008, EUR J MED CHEM, V43, P958, DOI 10.1016/j.ejmech.2007.06.025. Bakalova A, 2010, INORG CHIM ACTA, V363, P1568, DOI 10.1016/j.ica.2010.01.008. BECKE AD, 1988, PHYS REV A, V38, P3098, DOI 10.1103/PhysRevA.38.3098. CAMERMAN A, 1971, ACTA CRYSTALL B-STRU, VB 27, P2205, DOI 10.1107/S0567740871005570. CHOI HK, 1988, BIOCHEM BIOPH RES CO, V156, P1120. 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Yousef RI, 2011, POLYHEDRON, V30, P1990, DOI 10.1016/j.poly.2011.05.002. {[}Anonymous], 2008, NCFCL STAND.}}, doc-delivery-number = {{259MR}}, doi = {{10.1016/j.ica.2013.09.051}}, eissn = {{1873-3255}}, funding-acknowledgement = {{Bu-Ali-Sina University}}, funding-text = {{We are grateful to Bu-Ali-Sina University for financial support.}}, interhash = {502865d37864ecbc54c6b2e9e1ca8c07}, intrahash = {7d45d867f44d379c913348e05b57eb64}, issn = {{0020-1693}}, journal = {{INORGANICA CHIMICA ACTA}}, journal-iso = {{Inorg. Chim. Acta}}, keywords = {Cytotoxicity} DFT Pd(II) Unanticipated X-ray; complex; reduction; study; {Pt(II)}, keywords-plus = {{ZETA VALENCE QUALITY; ANTIMICROBIAL ACTIVITY; BIOLOGICAL-ACTIVITY; REACTION-PRODUCTS; PT(II) COMPLEXES; DNA-BINDING; BASIS-SETS; X-RAY; ANTICANCER; LIGANDS}}, language = {{English}}, month = {{JAN 1}}, number = {{B}}, number-of-cited-references = {{52}}, pages = {{265-275}}, publisher = {{ELSEVIER SCIENCE SA}}, research-areas = {{Chemistry}}, times-cited = {{9}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{Platinum and palladium complexes with 5-methyl-5-(2-pyridyl)-2,4-imidazolidenedione: Synthesis, crystal and molecular structure, theoretical study, and pharmacological investigation}}, type = {{Article}}, unique-id = {{ISI:000327531500012}}, usage-count-last-180-days = {{2}}, usage-count-since-2013 = {{20}}, volume = {{409}}, web-of-science-categories = {{Chemistry, Inorganic \& Nuclear}}, year = {{2014}} }